Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31511—Of epoxy ether
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31511—Of epoxy ether
  • Y10T428/31529—Next to metal
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
  • Y10T428/31794—Of cross-linked polyester

Definitions

• the invention relates to resins which can be used in can and coil coating compositions.
• Powder paint resins do moreover generally not comply with foodstuffs legislation. Furthermore, the solid resins having a high glass transition temperature (Tg) used in powder paint compositions are not soluble in organic solvents as used in the coil coating industry. It is the object of the invention to provide a resin system that can be processed with the aid of the application techniques currently used on an industrial scale in the coil coating industry.
• Tg glass transition temperature
• the second polymer has a dry solids content between about 30 % and about 100 %.
• The_ Tg of the second polymer is generally lower than about 40 °C.
• the resin system is amorphous because of the desired solubility characteristics.
• crosslinkers examples include compounds containing epoxy groups, compounds containing amino groups and compounds containing isocyanate groups .
• the crosslinker can be selected depending on the desired use.
• Suitable amino resin crosslinkers are benzoguanamine, melamine and urea-formaldehyde resins.
• the polyester : amino resin weight ratio is generally between 95:5 and 60:40 (based on solid resin) .
• the resins may contain a solid catalyst fused in it. It is also possible to mix a liquid catalyst or a catalyst solution into the paint formulation comprising the resin mixture.
• Suitable catalysts for acid-epoxy curing are described by Madec et al. in 'Kinetics and Mechanisms of Polyesterifications ' , Advances in Polymer Science, 182-198 (1985) .
• suitable classes include N- dialkylamine pyridines, tertiary amines, imidazoles, guanidines, cyclic amines and latent amine catalysts. The catalysts can be blocked if so desired. Examples of suitable catalysts for curing an
• OH-functional polyester and an amino resin as a crosslinker include strong acids such as sulphonic acids, mono and dialkyl acid phosphate, butyl phosphate and butyl maleate.
• Suitable sulphonic acids include for example paratoluene sulphonic acid, methane sulphonic acid, nonyl benzene sulphonic acid, dinonyl naphthalene disulphonic acid and dodecyl sulphonic acid.
• acids for preparing the polyesters include isophthalic acid, terephthalic acid (dimethyl terephthalate ester) , adipic acid, sebacic acid, hexahydroterephthalic acid (CHDA) , decane dicarboxylic acid, 5-6-butylisophthalic acid and/or dimerised fatty acids or acid anhydrides such as phthalic anhydride, tetrahydrophthalic anhydride, succinic anhydride, maleic anhydride, trimellitic anhydride, pyromellitic anhydride and/or hexahydrophthalic anhydride.
• the reaction results in a polyester that can be dissolved in an amount of organic solvent or in a mixture of organic solvents such that the desired solids content is obtained.
• the solvent can be added immediately after the polyester synthesis.
• the solvent is preferably added during the paint preparation.
• Suitable solvents include, for example, aromatic hydrocarbon resins (for example Solvesso types) , N-methylpyrolidone, xylene, propylene glycol monomethylether, methylpropylene glycol acetate, dibasic ester, isophoron, ethylethoxypropionate, ethylene-propylene glycol acetate and/or butyl glycol.
• aromatic hydrocarbons and/or butyl glycol are used.
• Suitable substrates include for example steel, tin-plated steel and aluminium.
• Can coatings can be obtained via processes of the kind described in for example 'Organic Coatings - Science and Technology, Volume 2: Applications, Properties and Performance' by Z.W. Wicks et al. (Wiley-Interscience, 1994, pp. 284-290).
• the curing conditions and additives can be selected to depend on the desired application and the nature and thickness of the substrate.
• the curing time will generally lie between a few seconds and tens of minutes at temperatures between about 100°C and about 220°C.
• Suitable substrates include for example steel, tin-plated steel (ETP, Electrolytic Tin Plate) , chromium-plated steel (ECCS, Electrolytic Chromium- Chromium oxide Steel) and aluminium.
• the coatings according to the invention are suitable for use as interior and exterior coatings and can be used for example as coatings for beer cans, cans for other beverages ('2 and 3 piece'), spray cans, can ends, tubes, drums, cigar boxes and fish cans (the so- called 'drawn-redrawn (DRD) ' , 'draw-wall ironed (DWI) ' cans) . They can be used in pigmented or in unpigmented compositions.
• the use of the exterior coating is important primarily from a decorative viewpoint, for giving the substrate a saleable appearance. It protects the metal from corrosion and the coating also serves as a label .
• the interior coating is mainly intended on the one hand to protect the contents of the can against the influences of the metal and on the other to protect the metal against the contents of the can.
• the type of monomers to be used to prepare the polyester, the crosslinkers and the curing conditions can be chosen to depend on the desired use.
• the systems according to the invention can be used in pigmented an in unpigmented compositions.
• the usual additives such as pigments, fillers, stabilisers, dispersing agents, flow-promoting agents and defoaming agents can be added to the binder system according to the invention.
• the acid number of the solid resin obtained was 3.5 mg of KOH/gram and the hydroxyl number was 18.5 mg of KOH/gram.
• the viscosity (measured via Emila at 158°C) was 260 dPa.s.
• the number average molecular weight (Mn) was 5080 gram/mol, determined with the aid of gel permeation chromatography using a polystyrene standard.
• the polyester 's glass transition temperature was 50°C (determined with a Mettler TA 3000 DSC (5°C/min.) ) .
• the acid number of the solid resin was 2 mg of KOH/gram and the hydroxyl number was 20 mg of KOH/gram.
• the molecular weight (Mn) was 4590.
• Paint comosi on The polyester according to Experiment I was dissolved in a mixture containing Solvesso 150TM, dibasic ester and butyl glycol in a weight ratio of 3:6:1 until a solids content of 50% was obtained.
• the viscosity was 17 dPa.s (measured at 23°C using a Physica Viscolab LC3) . After 3 months at room temperature the resin was still completely dissolved.
• T-bend flexibility ASTM-D-4145 8)
• the wedge bend test is conducted to determine the flexibility.
• a cooled panel (100 mm by 40 mm) is bent over a 6 mm cylindrical mandrel .
• the folded panel thus produced is then impacted (4,5 Nm) in a device (the wed sacrificed tester) to form a wedge- shaped contour, flat at one end and 6 mm diameter at the other end.
• This test piece is then immersed in acidified 3% hydrochloric acid saturated copper sulphate solution for 4 minutes in order to stain any cracks in the coating.
• the distance in millimeters, which is crackfree is measured.
• the percentage crackfree is recorded. The higher the % crackfree, the higher the flexibility.
• Solvesso 150TM 15 parts by weight of Solvesso 150TM were added to 97.5 parts by weight of the polyester mixture. This mixture was then ground to a pigment paste. During the preparation the paste's temperature did not rise above 70°C. After cooling to room temperature, 18.5 parts by weight of the polyester mixture described above and 14.9 parts of isocyanate crosslinker (Uradur YB147TM) were then added. The mixture was subsequently diluted with Solvesso 150TM to a viscosity of 90-110 seconds' flow time, DIN cup 4 at 23°C (DIN standard 53 211) .

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• 1997
  • 1997-04-18 NL NL1005841A patent/NL1005841C2/nl not_active IP Right Cessation
• 1998
  • 1998-04-06 AU AU67508/98A patent/AU736090B2/en not_active Ceased
  • 1998-04-06 ES ES98912813T patent/ES2191289T3/es not_active Expired - Lifetime
  • 1998-04-06 EP EP98912813A patent/EP0975701B1/en not_active Expired - Lifetime
  • 1998-04-06 BR BR9809097-6A patent/BR9809097A/pt not_active IP Right Cessation
  • 1998-04-06 AT AT98912813T patent/ATE234903T1/de active
  • 1998-04-06 WO PCT/NL1998/000193 patent/WO1998047974A1/en active IP Right Grant
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  • 1998-04-06 JP JP54551498A patent/JP2001527591A/ja active Pending
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• 1999
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